Dodd-Frank set in motion the requirement for "every lender" to insure that mortgage transaction was properly serviced . 

I've used Quickbooks and Peachtree in the past.....Xero is a much easier product to use and actually allows you to calculate depreciation each month (which last I checked Quickbooks does not do).I set up each rental as a separate "project" so when preparing tax returns on the Single Member LLC, I can easily split out the Schedule E items.

You should save your money work hard then invest when your properly capitalized

I also check the deeds to ensure they are conveyed properly.

@Edwin E. is an investor relocating to Tampa as well and may be a good connection to have.

Also, note that some municipalities actually require you to hire a proper property manager.

I have an e-mail in to him to get the name of the list company.  

If you are looking for something to coordinate repairs from start to finish without all the phone calls and e-mails, it is a fantastic tool.  

In my experience, properly designed, constructed and maintained flat roofs aren't any more problematic than pitched roofs.  

Found out the hard way though usually best to always pull or get the proper Permits pulled.